Benzene hexane → Methyl 2-methyl-5-nitrobenzyl ether

HRID 848655

반응식

HRID 848655 반응식
[CH3:1][C:2]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][C:3]=1[CH2:4]Cl.[CH3:13][O-:14].[Na+].CCCCCC.C1C=CC=CC=1>CO>[CH3:1][C:2]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][C:3]=1[CH2:4][O:14][CH3:13]

참가 물질

5

반응물 3

HCID 110624Benzene hexaneHCID 1879522-(Chloromethyl)-1-methyl-4-nitrobenzeneHCID 10942334Sodium Methoxide2회

생성물 1

HCID 12767666Methyl 2-methyl-5-nitrobenzyl ether수율 72.7%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

2-Methyl-5-nitrobenzyl chloride (16.2 g) was dissolved in methanol (180 ml) and then sodium methoxide (5.4 g) was added and the mixture refluxed. The reaction was followed by tlc (75/25 v/v, hexane/benzene) and additional quantities of sodium methoxide added and heating continued until the reaction was complete. Finally, the mixture was cooled and filtered. The filtrate was concentrated in vacuo and the residue taken up in methylene chloride, washed with water, then the organic layer was separated and dried over magnesium sulfate. Removal of the drying agent by filtration and concentration of the filtrate in vacuo left 15.8 g, which was recrystallized from 150 ml of hexane to give 11.5 g of white solid with m.p. 45°-49° C. Another run gave a solid which after recrystallization from hexane gave a solid with m.p. 50°-52° C.

후처리

  1. temperaturethe mixture refluxed
  2. additionadded
  3. temperatureheating
  4. temperatureFinally, the mixture was cooled
  5. filtrationfiltered
  6. concentrationThe filtrate was concentrated in vacuo
  7. washwashed with water
  8. customthe organic layer was separated
  9. dry with materialdried over magnesium sulfate
  10. customRemoval of the drying agent
  11. filtrationby filtration and concentration of the filtrate in vacuo
  12. waitleft 15.8 g, which
  13. customwas recrystallized from 150 ml of hexane

출처 및 근거

ORD 기록
ord-c97e0fbcaf8643e989fd95f73086b01b
출처 데이터셋
uspto-grants-1981_10
특허 번호
US04297127

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